Latest Episodes
January 22, 2026
#477: William “Bill” Cowan | Buying a Business Is Easy. Living With It Is Hard.
This conversation with Bill Cowan is a full arc—from career operator to business owner to successful exit to peer group chair—and it surfaces the...
01:14:13
January 15, 2026
#476: Tom Shipley | Why Most Owners Get Stuck at $1–$2M EBITDA (and How to Break Through)
This conversation with Tom Shipley goes far beyond “growth” or “M&A tactics.” It’s about understanding the real game of ownership — how value is...
00:59:34
January 08, 2026
#475: Matt Paulson | $50M & 20 Employees; Designing a Business You Never Want to Sell
Matt is the founder of MarketBeat, a financial media company he’s built quietly over 19 years into a ~$50M/year business with around 20 employees...
01:10:01
January 01, 2026
#474: Luke Maupin | How to Flip the Power Dynamic with Your Commercial Bank
Most owner-operators have a complicated relationship with their bank — part dependence, part frustration, and very little transparency. I’ve lived that reality myself, and...
01:47:21
December 25, 2025
#473: John Bartlett | What Selling a Business Really Looks Like
Most owners don’t wake up wanting to sell their business. They wake up tired, overloaded, and unsure how much longer they can keep doing...
01:29:11
December 18, 2025
#472: Ryan Tansom | The Only Financial Model You Will Ever Need
Most owners make decisions in the dark. Sales over here, payroll over there, cash flow somewhere in the background — and no clear way...
01:02:09